Jon began his music career at the age of 14 as a disc jockey for WMUA at the University of Massachusetts in Amherst and currently spins at WZBC at Boston College in Chestnut Hill, Massachusetts. At 18 he moved to New York and interned at three major record companies. He moved back to Boston at 19 and began working part time with one more until graduating from Northeastern University with a bachelors degree (double concentration of music and business). Jon also currently DJs/VJs a music video night, The Sound Your Eyes Can Follow regularly in the Boston area and irregularly elsewhere.

Jon began Brainwashed.com in April of 1996 to host websites for some bands that needed some representaion on the web. In 1998, he began the weekly magazine The Brain as a weekly digest for the staff and contributors of Brainwashed to keep tabs on each other featuring the news of the bands and labels whose Web sites are hosted at Brainwashed, to post brief reviews of music that we're listening to, release dates, and in 2003 began producing video segments for the Web site featuring exclusive interviews and live footage of some of today's most innovative independent artists. The Brain was retired in 2005 to make way for the new Brainwashed.com which is nearly the same thing: a weekly dose of independent music and information.